Vacation rentals in Winona

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Top-rated vacation rentals in Winona

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area features a comfortable seating arrangement with dark sofas and a wooden coffee table. Natural light streams in through large windows, illuminating the room's warm wood flooring and accents. A dining table can be seen in the background, accompanied by panoramic views.
Home in Flagstaff
4.99 out of 5 average rating, 365 reviews

Beautiful Views, Game Room, Hiking Trails

Create wonderful vacation memories with family and friends while enjoying the peace and tranquility of your home away from home. Enjoy beautiful views of the San Francisco peaks while relaxing on the back patio. Explore endless hiking trails a short walking distance from the property. Relax in the central air conditioning on hotter summer days. Prepare family meals in the fully equipped kitchen. Cook on the gas grill outside or visit one of the many fine restaurants in Flagstaff. STR24-0161

Guest favorite
Home in Flagstaff
4.93 out of 5 average rating, 100 reviews

Route 66 Bridge Farmhouse | Views + 6 Acres

A one-of-a-kind stop on the Mother Road during its 100th year celebration! Built in 1939 (right in the golden era of Route 66 travel), the farmhouse sits on original 66 pavement, with direct access to the historic Walnut Canyon bridge. Guests can literally stand where Dust Bowl migrants, WWII travelers, and 1950s road-trippers drove. Amazing mountain views, a peaceful setting, easy access to Flagstaff, hiking, skiing, and top Northern Arizona attractions. —perfect for unforgettable road trips.

Top guest favorite
Cabin in Flagstaff
5 out of 5 average rating, 147 reviews

Beautiful Off Grid Home near Flagstaff, GCNP

Escape to an Off-Grid Mountain Retreat in Flagstaff, Close to the Grand Canyon! Disconnect from the everyday and reconnect with nature at our peaceful off-grid cabin nestled in the beautiful forests outside Flagstaff. Surrounded by beautiful views and endless star-filled skies, this secluded retreat offers the perfect escape for couples, families, and outdoor adventurers looking for a true mountain experience. Close to Flagstaff and AZ Snowbowl Ski Resort, Nordic Center, miles of hiking!

Guest favorite
An A-frame cabin is surrounded by tall pine trees and vibrant wildflowers, showcasing large front windows that reflect the sky. A wooden deck with steps leads to the entrance, framed by a natural landscape that offers a tranquil setting.
Cabin in Flagstaff
4.88 out of 5 average rating, 1,152 reviews

A-frame Mountain View Cabin in the National Forest

@AFrameFlagstaff is a tiny house A-Frame on 1.5 acres in the National Forest. Featured in American Eagle Outfitters worldwide campaign. Dog friendly. AC. Epic glamping and stargazing. 10 min to historic downtown/Route 66. 15 min to Walnut Canyon, Sunset Crater, Wupatki National Parks, NAU, AZ Snowbowl. 30 min to Meteor Crater and Sedona. 90 min to GRAND CANYON, Horseshoe Bend, Antelope Canyon, and Petrified Forest. 2.5hrs to Monument Valley. Our listing "Tiny Mountain View Sauna Cabin" nearby

Top guest favorite
A bright living area features a cozy sofa adorned with soft pillows, a coffee table, and a warm throw. Nearby, a dining table is set against large windows showcasing outdoor views. Natural light fills the space, complemented by neutral decor and modern finishes.
Home in Flagstaff
4.99 out of 5 average rating, 191 reviews

*NEW Beautiful Flagstaff, Arizona Vacation Home

Welcome to the Golden Antler! Relax by the fire inside or out, under the stars w/ views of the San Francisco Peaks! Our custom 2 bed/1 bath home is close to hiking/biking trails all within minutes from the house. Located 30mins to Sedona, 1hr to the Grand Canyon + 5mins from Sunset Crater/Waputki National Monument. A peaceful + modern space offering tranquility & style. Perfect for couples, small families or groups of 4 and an infant. Enjoy a beautiful + relaxing stay in Flagstaff, Arizona!

Top guest favorite
A dining table is set on the patio, featuring a vase of fresh flowers, a bottle of red wine, and two wine glasses. The backdrop displays the snow-capped San Francisco Mountains under a clear blue sky, surrounded by open land and a few distant homes.
Apartment in Flagstaff
4.99 out of 5 average rating, 315 reviews

Amazing Mountain Views! Hiking-Stargazing-Firepit

Luxury guest suite with amazing views of the San Francisco Mountains with direct access to the Coconino National Forest hiking and biking trails and some of the best stargazing in north America! Located 8 minutes from the east side of Flagstaff and 15 minutes to the city, yet conveniently centered between the Grand Canyon, Antelope Canyon, Sedona, Horeshoe Bend, Sunset Crater, Wupatki and Walnut Canyon National Monuments, Meteor Crater, the Petrified National Forest and historic Route 66.

Superhost
A private patio area features a hot tub surrounded by a stone-paved surface. A red patio umbrella provides shade over a seating arrangement, complemented by natural landscaping and views of distant mountains under a bright blue sky with scattered clouds.
Home in Flagstaff
4.83 out of 5 average rating, 119 reviews

Northern Arizona Cozy Base Camp~Hot Tub

This uniquely tranquil and serene getaway is the perfect place to unwind and indulge in nature's beauty, ideal for star gazing and just minutes from downtown Flagstaff. Plus, many attractions of Northern Arizona only a couple of hours away. The exterior patio includes a BBQ and a hot tub that will be sure to help you relax after a day of exciting exploration. What's more, there's a fenced yard for your furry friend! Come discover the unrivalled beauty of this idyllic escape!

Top guest favorite
Home in Flagstaff
4.99 out of 5 average rating, 297 reviews

Cozy Forest Retreat • AC + Near Trails

Escape to our private 40-acre ranch near Flagstaff! This fully renovated 2-bed, 2-bath retreat comfortably sleeps 4 and features two king beds, central AC, a gas fireplace, and stunning forest views. Perfect for couples or small families seeking a peaceful getaway with direct access to the Arizona Trail and national forest, yet only a short drive from town. Enjoy cool mountain air, rare privacy, star-filled nights, and the quiet beauty of a working ranch setting.

Guest favorite
A modern kitchen features stainless steel appliances and granite countertops. The space is illuminated by pendant lighting above a central island with bar stools. A wall-mounted TV and a doorway leading to another room are visible, adding functionality to the inviting layout.
Home in Flagstaff
4.99 out of 5 average rating, 373 reviews

Heart Trail Lookout 2 (Hot Tub & Cold Plunge)

Located 5 minutes North of the Flagstaff Mall sits Heart Trail Lookout unit 2. This peaceful space provides comfort, tranquility, and easy access to local trails. The home is situated near many amazing trails that are suitable for both hiking and mountain biking! NAU: 9.7 miles (17 minute drive) Snowbowl: 20 miles (35-40 minute drive) Downtown Flag: 7.4 (14 minute drive) Grand Canyon: 74 miles (1hr & 10 min drive) Uptown Sedona: 36 miles (48 minute drive)

Top guest favorite
Cabin in Flagstaff
4.97 out of 5 average rating, 227 reviews

Cheerful Cabin Oasis: Private Yard & Central A/C

Kick back and relax in this calm, stylish space. Our recently fully renovated cabin is nestled on 2 acres and is surrounded by trees including several ponderosa pines. The outdoor space is our oasis where you can enjoy the stone patio, a gas fire pit and hot tub to warm up on those cooler nights. This single level cottage has an open concept layout, three bedrooms and two full bathrooms. A circular driveway allows plenty of parking space for any car size.

Top guest favorite
A studio living space features a spacious bed adorned with soft pillows and blankets in inviting tones. A seating area with two chairs is complemented by a wooden table. Natural light enters through large windows, highlighting a fresh indoor plant on the table.
Guest suite in Flagstaff
4.99 out of 5 average rating, 243 reviews

Rain Valley Villa

Welcome to the Rain Valley Villa! This brand new, privately accessed studio is on our forested, open 5 acre lot overlooking one of Flagstaff's most scenic valleys. With our backyard trail access to Picture Canyon and the Arizona Trail full of elk, a 10 minute drive to Downtown Flagstaff, and a short distance to the Grand Canyon, Snowbowl, Wupatki/Sunset Crater, and more, this studio is the perfect spot to explore Flagstaff and Northern Arizona.

Top guest favorite
The spacious bedroom features a large bed adorned with pillows and a warm throw. A desk is positioned nearby, complemented by decorative wall art. Natural light enters through a window, which is dressed with patterned curtains. A cozy seating area is highlighted by a small plant.
Home in Flagstaff
4.9 out of 5 average rating, 290 reviews

Woodland Farmhouse with Hot Tub

Escape to our modern 1-BR farmhouse retreat in Flagstaff for 2! Nestled in the pines, this private suite features an exclusive hot tub, gas fire pit, and cozy pellet stove. Enjoy a king bed, dedicated workspace, and a fully equipped kitchen. Perfect for a romantic getaway or solo adventure, offering seclusion with convenient access to downtown Flagstaff, Sedona, and the Grand Canyon. Your private adventure basecamp awaits!

Popular amenities for Winona vacation rentals

  1. Airbnb
  2. United States
  3. Arizona
  4. Coconino County
  5. Winona